diff --git a/packages/core/package.json b/packages/core/package.json
index c9e07d45..f3b66d77 100644
--- a/packages/core/package.json
+++ b/packages/core/package.json
@@ -32,6 +32,7 @@
     "dev": "rollup -cw",
     "build": "rollup -c",
     "test": "vitest run",
+    "test:watch": "vitest watch",
     "coverage": "vitest run --coverage"
   },
   "devDependencies": {
diff --git a/packages/core/src/__tests__/__fixtures__/exif-orientation-1.jpg b/packages/core/src/__tests__/__fixtures__/exif-orientation-1.jpg
new file mode 100644
index 00000000..86668b66
--- /dev/null
+++ b/packages/core/src/__tests__/__fixtures__/exif-orientation-1.jpg
@@ -0,0 +1,3 @@
+version https://git-lfs.github.com/spec/v1
+oid sha256:75a454c73fa784fc12c87dcd7e427dc69898fbd6f74af29546e6877feca534e9
+size 5958
diff --git a/packages/core/src/__tests__/__fixtures__/exif-orientation-2.jpg b/packages/core/src/__tests__/__fixtures__/exif-orientation-2.jpg
new file mode 100644
index 00000000..1efab4cf
--- /dev/null
+++ b/packages/core/src/__tests__/__fixtures__/exif-orientation-2.jpg
@@ -0,0 +1,3 @@
+version https://git-lfs.github.com/spec/v1
+oid sha256:8b27966033202c487f07d78fc3ea8e443eab7256d6a27a40ca33ca39081b0ab1
+size 6314
diff --git a/packages/core/src/__tests__/__fixtures__/exif-orientation-3.jpg b/packages/core/src/__tests__/__fixtures__/exif-orientation-3.jpg
new file mode 100644
index 00000000..efdd5c88
--- /dev/null
+++ b/packages/core/src/__tests__/__fixtures__/exif-orientation-3.jpg
@@ -0,0 +1,3 @@
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new file mode 100644
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--- /dev/null
+++ b/packages/core/src/__tests__/__fixtures__/exif-orientation-4.jpg
@@ -0,0 +1,3 @@
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+size 6279
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new file mode 100644
index 00000000..7b779b55
--- /dev/null
+++ b/packages/core/src/__tests__/__fixtures__/exif-orientation-5.jpg
@@ -0,0 +1,3 @@
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+size 6135
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new file mode 100644
index 00000000..3ca55594
--- /dev/null
+++ b/packages/core/src/__tests__/__fixtures__/exif-orientation-6.jpg
@@ -0,0 +1,3 @@
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+size 6123
diff --git a/packages/core/src/__tests__/__fixtures__/exif-orientation-7.jpg b/packages/core/src/__tests__/__fixtures__/exif-orientation-7.jpg
new file mode 100644
index 00000000..72ac922a
--- /dev/null
+++ b/packages/core/src/__tests__/__fixtures__/exif-orientation-7.jpg
@@ -0,0 +1,3 @@
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+size 6296
diff --git a/packages/core/src/__tests__/__fixtures__/exif-orientation-8.jpg b/packages/core/src/__tests__/__fixtures__/exif-orientation-8.jpg
new file mode 100644
index 00000000..a9b7d3c9
--- /dev/null
+++ b/packages/core/src/__tests__/__fixtures__/exif-orientation-8.jpg
@@ -0,0 +1,3 @@
+version https://git-lfs.github.com/spec/v1
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+size 6242
diff --git a/packages/core/src/__tests__/apply-transforms.spec.ts b/packages/core/src/__tests__/apply-transforms.spec.ts
index 3aca88c9..de2a83d0 100644
--- a/packages/core/src/__tests__/apply-transforms.spec.ts
+++ b/packages/core/src/__tests__/apply-transforms.spec.ts
@@ -30,7 +30,7 @@ describe('applyTransforms', () => {
     expect(metadata).not.toHaveProperty('iptc')
   })
 
-  it('metadata stripping can be disabled', async () => {
+  it('metadata stripping can be disabled via boolean', async () => {
     const t = vi.fn((i) => i)
 
     const { metadata } = await applyTransforms([t], img, false)
@@ -40,6 +40,16 @@ describe('applyTransforms', () => {
     expect(metadata).toHaveProperty('xmp')
   })
 
+  it('metadata stripping can be disabled via options object', async () => {
+    const t = vi.fn((i) => i)
+
+    const { metadata } = await applyTransforms([t], img, { removeMetadata: false })
+
+    expect(t).toBeCalled()
+    expect(metadata).toHaveProperty('icc')
+    expect(metadata).toHaveProperty('xmp')
+  })
+
   it('returns the image data & info', async () => {
     const t = vi.fn((i) => i)
 
diff --git a/packages/core/src/lib/apply-transforms.ts b/packages/core/src/lib/apply-transforms.ts
index 21489213..660fa070 100644
--- a/packages/core/src/lib/apply-transforms.ts
+++ b/packages/core/src/lib/apply-transforms.ts
@@ -1,15 +1,68 @@
 import type { Sharp } from 'sharp'
-import type { ImageTransformation, TransformResult } from '../types.js'
+import type { ApplyTransformsOptions, ImageTransformation, TransformResult } from '../types.js'
 import { METADATA } from './metadata.js'
+import sharp from 'sharp'
 
+const defaultOptions: ApplyTransformsOptions = {
+  removeMetadata: true
+}
+
+async function applyPreTransformOrientation(
+  transforms: ImageTransformation[],
+  image: Sharp,
+  opts: ApplyTransformsOptions
+) {
+  if (!opts.experimental?.preserveInitialOrientation) return image
+
+  const initialOrientation = image[METADATA].orientation
+  if (!initialOrientation || initialOrientation === 1) return image
+
+  let tempImage = image.clone()
+  tempImage[METADATA] = { ...image[METADATA] }
+
+  for (const transform of transforms) {
+    tempImage = await transform(tempImage)
+  }
+
+  const willFlip = !!tempImage[METADATA].flip
+  const willFlop = !!tempImage[METADATA].flop
+  const willRotate = !!tempImage[METADATA].rotate
+
+  image.rotate() // no args -> do the exif orientation
+
+  if (willFlip || willFlop || willRotate) {
+    image = sharp(await image.toBuffer())
+    image[METADATA] = { ...image[METADATA] }
+  }
+
+  return image
+}
+
+export async function applyTransforms(
+  transforms: ImageTransformation[],
+  image: Sharp,
+  options?: ApplyTransformsOptions
+): Promise<TransformResult>
 export async function applyTransforms(
   transforms: ImageTransformation[],
   image: Sharp,
-  removeMetadata = true
+  removeMetadata?: boolean
+): Promise<TransformResult>
+export async function applyTransforms(
+  transforms: ImageTransformation[],
+  image: Sharp,
+  optionsOrRemoveMetadata?: ApplyTransformsOptions | boolean
 ): Promise<TransformResult> {
+  const opts = {
+    ...defaultOptions,
+    ...(typeof optionsOrRemoveMetadata === 'boolean'
+      ? { removeMetadata: optionsOrRemoveMetadata }
+      : optionsOrRemoveMetadata)
+  }
+
   image[METADATA] = { ...(await image.metadata()) }
 
-  if (removeMetadata) {
+  if (opts.removeMetadata) {
     // delete the private metadata
     delete image[METADATA].exif
     delete image[METADATA].iptc
@@ -20,6 +73,8 @@ export async function applyTransforms(
     image.withMetadata()
   }
 
+  image = await applyPreTransformOrientation(transforms, image, opts)
+
   for (const transform of transforms) {
     image = await transform(image)
   }
diff --git a/packages/core/src/transforms/__tests__/__image_snapshots__/flip-spec-ts-src-transforms-tests-flip-spec-ts-flip-with-orientation-1-matches-remove-metadata-false-expected-behavior-once-1-snap.png b/packages/core/src/transforms/__tests__/__image_snapshots__/flip-spec-ts-src-transforms-tests-flip-spec-ts-flip-with-orientation-1-matches-remove-metadata-false-expected-behavior-once-1-snap.png
new file mode 100644
index 00000000..bff86990
--- /dev/null
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+oid sha256:97f93465af3b7d77b4236dc2e942576c397db949bc0da3d724bf10777c12baaf
+size 11034
diff --git a/packages/core/src/transforms/__tests__/__image_snapshots__/flip-spec-ts-src-transforms-tests-flip-spec-ts-flip-with-orientation-1-matches-remove-metadata-false-expected-behavior-twice-1-snap.png b/packages/core/src/transforms/__tests__/__image_snapshots__/flip-spec-ts-src-transforms-tests-flip-spec-ts-flip-with-orientation-1-matches-remove-metadata-false-expected-behavior-twice-1-snap.png
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diff --git a/packages/core/src/transforms/__tests__/__image_snapshots__/flip-spec-ts-src-transforms-tests-flip-spec-ts-flip-with-orientation-1-matches-remove-metadata-false-legacy-behavior-once-1-snap.png b/packages/core/src/transforms/__tests__/__image_snapshots__/flip-spec-ts-src-transforms-tests-flip-spec-ts-flip-with-orientation-1-matches-remove-metadata-false-legacy-behavior-once-1-snap.png
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diff --git a/packages/core/src/transforms/__tests__/__image_snapshots__/flip-spec-ts-src-transforms-tests-flip-spec-ts-flip-with-orientation-1-matches-remove-metadata-true-expected-behavior-once-1-snap.png b/packages/core/src/transforms/__tests__/__image_snapshots__/flip-spec-ts-src-transforms-tests-flip-spec-ts-flip-with-orientation-1-matches-remove-metadata-true-expected-behavior-once-1-snap.png
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diff --git a/packages/core/src/transforms/__tests__/__image_snapshots__/flip-spec-ts-src-transforms-tests-flip-spec-ts-flip-with-orientation-1-matches-remove-metadata-true-expected-behavior-twice-1-snap.png b/packages/core/src/transforms/__tests__/__image_snapshots__/flip-spec-ts-src-transforms-tests-flip-spec-ts-flip-with-orientation-1-matches-remove-metadata-true-expected-behavior-twice-1-snap.png
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diff --git a/packages/core/src/transforms/__tests__/__image_snapshots__/flip-spec-ts-src-transforms-tests-flip-spec-ts-flip-with-orientation-1-matches-remove-metadata-true-legacy-behavior-once-1-snap.png b/packages/core/src/transforms/__tests__/__image_snapshots__/flip-spec-ts-src-transforms-tests-flip-spec-ts-flip-with-orientation-1-matches-remove-metadata-true-legacy-behavior-once-1-snap.png
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diff --git a/packages/core/src/transforms/__tests__/__image_snapshots__/rotate-spec-ts-src-transforms-tests-rotate-spec-ts-rotate-with-orientation-6-matches-remove-metadata-true-legacy-behavior-45-1-snap.png b/packages/core/src/transforms/__tests__/__image_snapshots__/rotate-spec-ts-src-transforms-tests-rotate-spec-ts-rotate-with-orientation-6-matches-remove-metadata-true-legacy-behavior-45-1-snap.png
new file mode 100644
index 00000000..1f4ad545
--- /dev/null
+++ b/packages/core/src/transforms/__tests__/__image_snapshots__/rotate-spec-ts-src-transforms-tests-rotate-spec-ts-rotate-with-orientation-6-matches-remove-metadata-true-legacy-behavior-45-1-snap.png
@@ -0,0 +1,3 @@
+version https://git-lfs.github.com/spec/v1
+oid sha256:591496667c543837907b90998199877d8d133c016effe9ac72a715e7292e5e77
+size 14986
diff --git a/packages/core/src/transforms/__tests__/__image_snapshots__/rotate-spec-ts-src-transforms-tests-rotate-spec-ts-rotate-with-orientation-6-matches-remove-metadata-true-legacy-behavior-90-1-snap.png b/packages/core/src/transforms/__tests__/__image_snapshots__/rotate-spec-ts-src-transforms-tests-rotate-spec-ts-rotate-with-orientation-6-matches-remove-metadata-true-legacy-behavior-90-1-snap.png
new file mode 100644
index 00000000..55789897
--- /dev/null
+++ b/packages/core/src/transforms/__tests__/__image_snapshots__/rotate-spec-ts-src-transforms-tests-rotate-spec-ts-rotate-with-orientation-6-matches-remove-metadata-true-legacy-behavior-90-1-snap.png
@@ -0,0 +1,3 @@
+version https://git-lfs.github.com/spec/v1
+oid sha256:acf9385c33f9ed598739be6b48f54dcc5324699c42f060361779d81dfd08151d
+size 11943
diff --git a/packages/core/src/transforms/__tests__/flip.spec.ts b/packages/core/src/transforms/__tests__/flip.spec.ts
index a7b94293..ed81fa98 100644
--- a/packages/core/src/transforms/__tests__/flip.spec.ts
+++ b/packages/core/src/transforms/__tests__/flip.spec.ts
@@ -1,7 +1,7 @@
 /* eslint-disable @typescript-eslint/no-non-null-assertion */
 import { TransformFactoryContext } from '../../types'
 import { flip } from '../flip'
-import { applyTransforms } from '../../index'
+import { applyTransforms, format } from '../../index'
 import sharp, { Sharp } from 'sharp'
 import { join } from 'path'
 import { toMatchImageSnapshot } from 'jest-image-snapshot'
@@ -67,4 +67,60 @@ describe('flip', () => {
       expect(await image.toBuffer()).toMatchImageSnapshot()
     })
   })
+
+  const exifOrientations = [1, 2, 3, 4, 5, 6]
+
+  exifOrientations.forEach((exifOrientation) => {
+    describe(`with orientation ${exifOrientation}:`, () => {
+      let img: Sharp
+      beforeEach(() => {
+        img = sharp(join(__dirname, `../../__tests__/__fixtures__/exif-orientation-${exifOrientation}.jpg`))
+      })
+      // `.toMatchImageSnapshot` doesn't work with anything other than PNG
+      const formatTransform = format({ format: 'png' }, dirCtx)
+
+      const scenarios = [
+        {
+          name: 'matches removeMetadata=true legacy behavior',
+          opts: { removeMetadata: true, experimental: { preserveInitialOrientation: false } }
+        },
+        {
+          name: 'matches removeMetadata=false legacy behavior',
+          opts: { removeMetadata: false, experimental: { preserveInitialOrientation: false } }
+        },
+        {
+          name: 'matches removeMetadata=true expected behavior',
+          opts: { removeMetadata: true, experimental: { preserveInitialOrientation: true } }
+        },
+        {
+          name: 'matches removeMetadata=false expected behavior',
+          opts: { removeMetadata: false, experimental: { preserveInitialOrientation: true } }
+        }
+      ]
+
+      for (const scenario of scenarios) {
+        describe(scenario.name, () => {
+          test('once', async () => {
+            const { image } = await applyTransforms(
+              [flip({ flip: 'true' }, dirCtx)!, formatTransform!],
+              img,
+              scenario.opts
+            )
+
+            expect(await image.toBuffer()).toMatchImageSnapshot()
+          })
+
+          test('twice', async () => {
+            const { image } = await applyTransforms(
+              [flip({ flip: 'true' }, dirCtx)!, flip({ flip: 'true' }, dirCtx)!, formatTransform!],
+              img,
+              scenario.opts
+            )
+
+            expect(await image.toBuffer()).toMatchImageSnapshot()
+          })
+        })
+      }
+    })
+  })
 })
diff --git a/packages/core/src/transforms/__tests__/flop.spec.ts b/packages/core/src/transforms/__tests__/flop.spec.ts
index 6f31ef1a..71a18129 100644
--- a/packages/core/src/transforms/__tests__/flop.spec.ts
+++ b/packages/core/src/transforms/__tests__/flop.spec.ts
@@ -1,7 +1,7 @@
 /* eslint-disable @typescript-eslint/no-non-null-assertion */
 import { TransformFactoryContext } from '../../types'
 import { flop } from '../flop'
-import { applyTransforms } from '../../index'
+import { applyTransforms, format } from '../../index'
 import sharp, { Sharp } from 'sharp'
 import { join } from 'path'
 import { toMatchImageSnapshot } from 'jest-image-snapshot'
@@ -67,4 +67,60 @@ describe('flop', () => {
       expect(await image.toBuffer()).toMatchImageSnapshot()
     })
   })
+
+  const exifOrientations = [1, 2, 3, 4, 5, 6]
+
+  exifOrientations.forEach((exifOrientation) => {
+    describe(`with orientation ${exifOrientation}:`, () => {
+      let img: Sharp
+      beforeEach(() => {
+        img = sharp(join(__dirname, `../../__tests__/__fixtures__/exif-orientation-${exifOrientation}.jpg`))
+      })
+      // `.toMatchImageSnapshot` doesn't work with anything other than PNG
+      const formatTransform = format({ format: 'png' }, dirCtx)
+
+      const scenarios = [
+        {
+          name: 'matches removeMetadata=true legacy behavior',
+          opts: { removeMetadata: true, experimental: { preserveInitialOrientation: false } }
+        },
+        {
+          name: 'matches removeMetadata=false legacy behavior',
+          opts: { removeMetadata: false, experimental: { preserveInitialOrientation: false } }
+        },
+        {
+          name: 'matches removeMetadata=true expected behavior',
+          opts: { removeMetadata: true, experimental: { preserveInitialOrientation: true } }
+        },
+        {
+          name: 'matches removeMetadata=false expected behavior',
+          opts: { removeMetadata: false, experimental: { preserveInitialOrientation: true } }
+        }
+      ]
+
+      for (const scenario of scenarios) {
+        describe(scenario.name, () => {
+          test('once', async () => {
+            const { image } = await applyTransforms(
+              [flop({ flop: 'true' }, dirCtx)!, formatTransform!],
+              img,
+              scenario.opts
+            )
+
+            expect(await image.toBuffer()).toMatchImageSnapshot()
+          })
+
+          test('twice', async () => {
+            const { image } = await applyTransforms(
+              [flop({ flop: 'true' }, dirCtx)!, flop({ flop: 'true' }, dirCtx)!, formatTransform!],
+              img,
+              scenario.opts
+            )
+
+            expect(await image.toBuffer()).toMatchImageSnapshot()
+          })
+        })
+      }
+    })
+  })
 })
diff --git a/packages/core/src/transforms/__tests__/rotate.spec.ts b/packages/core/src/transforms/__tests__/rotate.spec.ts
index 58d7eda5..01579c61 100644
--- a/packages/core/src/transforms/__tests__/rotate.spec.ts
+++ b/packages/core/src/transforms/__tests__/rotate.spec.ts
@@ -1,7 +1,7 @@
 /* eslint-disable @typescript-eslint/no-non-null-assertion */
 import { rotate } from '../rotate'
 import { TransformFactoryContext } from '../../types'
-import { applyTransforms } from '../../index'
+import { applyTransforms, format } from '../../index'
 import sharp, { Sharp } from 'sharp'
 import { join } from 'path'
 import { toMatchImageSnapshot } from 'jest-image-snapshot'
@@ -78,4 +78,67 @@ describe('rotate', () => {
       expect(await image.toBuffer()).toMatchImageSnapshot()
     })
   })
+  ;[1, 2, 3, 4, 5, 6].forEach((exifOrientation) => {
+    describe(`with orientation ${exifOrientation}:`, () => {
+      let img: Sharp
+      beforeEach(() => {
+        img = sharp(join(__dirname, `../../__tests__/__fixtures__/exif-orientation-${exifOrientation}.jpg`))
+      })
+      // `.toMatchImageSnapshot` doesn't work with anything other than PNG
+      const formatTransform = format({ format: 'png' }, dirCtx)
+
+      const scenarios = [
+        {
+          name: 'matches removeMetadata=true legacy behavior',
+          opts: { removeMetadata: true, experimental: { preserveInitialOrientation: false } }
+        },
+        {
+          name: 'matches removeMetadata=false legacy behavior',
+          opts: { removeMetadata: false, experimental: { preserveInitialOrientation: false } }
+        },
+        {
+          name: 'matches removeMetadata=true expected behavior',
+          opts: { removeMetadata: true, experimental: { preserveInitialOrientation: true } }
+        },
+        {
+          name: 'matches removeMetadata=false expected behavior',
+          opts: { removeMetadata: false, experimental: { preserveInitialOrientation: true } }
+        }
+      ]
+
+      for (const scenario of scenarios) {
+        describe(scenario.name, () => {
+          test('90', async () => {
+            const { image } = await applyTransforms(
+              [rotate({ rotate: '90' }, dirCtx)!, formatTransform!],
+              img,
+              scenario.opts
+            )
+
+            expect(await image.toBuffer()).toMatchImageSnapshot()
+          })
+
+          test('180', async () => {
+            const { image } = await applyTransforms(
+              [rotate({ rotate: '180' }, dirCtx)!, formatTransform!],
+              img,
+              scenario.opts
+            )
+
+            expect(await image.toBuffer()).toMatchImageSnapshot()
+          })
+
+          test('45', async () => {
+            const { image } = await applyTransforms(
+              [rotate({ rotate: '45' }, dirCtx)!, formatTransform!],
+              img,
+              scenario.opts
+            )
+
+            expect(await image.toBuffer()).toMatchImageSnapshot()
+          })
+        })
+      }
+    })
+  })
 })
diff --git a/packages/core/src/types.ts b/packages/core/src/types.ts
index 9cd759c4..b7901e7f 100644
--- a/packages/core/src/types.ts
+++ b/packages/core/src/types.ts
@@ -60,6 +60,13 @@ export type TransformOption<A = Record<string, unknown>, T = unknown> = (
 
 export type ImageTransformation = (image: Sharp) => Sharp | Promise<Sharp>
 
+export type ApplyTransformsOptions = {
+  removeMetadata?: boolean
+  experimental?: {
+    preserveInitialOrientation?: boolean
+  }
+}
+
 export interface TransformResult {
   image: Sharp
   metadata: ImageMetadata
diff --git a/packages/vite/package.json b/packages/vite/package.json
index 35eda516..e2211e55 100644
--- a/packages/vite/package.json
+++ b/packages/vite/package.json
@@ -32,6 +32,7 @@
     "dev": "rollup -cw",
     "build": "rollup -c",
     "test": "vitest run",
+    "test:watch": "vitest watch",
     "coverage": "vitest run --coverage"
   },
   "dependencies": {
diff --git a/packages/vite/src/__tests__/__fixtures__/exif-orientation-3.jpg b/packages/vite/src/__tests__/__fixtures__/exif-orientation-3.jpg
new file mode 100644
index 00000000..efdd5c88
--- /dev/null
+++ b/packages/vite/src/__tests__/__fixtures__/exif-orientation-3.jpg
@@ -0,0 +1,3 @@
+version https://git-lfs.github.com/spec/v1
+oid sha256:c1c67163065e5f7e376efeb8e853f08c3596448341a73fc6bb2ecd07b1c355a3
+size 6526
diff --git a/packages/vite/src/__tests__/__image_snapshots__/main-test-ts-src-tests-main-test-ts-vite-imagetools-options-experimental-preserve-initial-orientation-false-retains-old-behavior-1-snap.png b/packages/vite/src/__tests__/__image_snapshots__/main-test-ts-src-tests-main-test-ts-vite-imagetools-options-experimental-preserve-initial-orientation-false-retains-old-behavior-1-snap.png
new file mode 100644
index 00000000..df091204
--- /dev/null
+++ b/packages/vite/src/__tests__/__image_snapshots__/main-test-ts-src-tests-main-test-ts-vite-imagetools-options-experimental-preserve-initial-orientation-false-retains-old-behavior-1-snap.png
@@ -0,0 +1,3 @@
+version https://git-lfs.github.com/spec/v1
+oid sha256:0ec0e4d45ae4f47ace963c5d03574576736cebc71b1be93a24d592bf3b4b4712
+size 12046
diff --git a/packages/vite/src/__tests__/__image_snapshots__/main-test-ts-src-tests-main-test-ts-vite-imagetools-options-experimental-preserve-initial-orientation-true-affects-images-with-orientation-1-snap.png b/packages/vite/src/__tests__/__image_snapshots__/main-test-ts-src-tests-main-test-ts-vite-imagetools-options-experimental-preserve-initial-orientation-true-affects-images-with-orientation-1-snap.png
new file mode 100644
index 00000000..df091204
--- /dev/null
+++ b/packages/vite/src/__tests__/__image_snapshots__/main-test-ts-src-tests-main-test-ts-vite-imagetools-options-experimental-preserve-initial-orientation-true-affects-images-with-orientation-1-snap.png
@@ -0,0 +1,3 @@
+version https://git-lfs.github.com/spec/v1
+oid sha256:0ec0e4d45ae4f47ace963c5d03574576736cebc71b1be93a24d592bf3b4b4712
+size 12046
diff --git a/packages/vite/src/__tests__/main.test.ts b/packages/vite/src/__tests__/main.test.ts
index e225585c..c34ca11b 100644
--- a/packages/vite/src/__tests__/main.test.ts
+++ b/packages/vite/src/__tests__/main.test.ts
@@ -358,6 +358,48 @@ describe('vite-imagetools', () => {
       })
     })
 
+    describe('experimental.preserveInitialOrientation', () => {
+      test('true affects images with orientation', async () => {
+        const bundle = (await build({
+          root: join(__dirname, '__fixtures__'),
+          logLevel: 'warn',
+          build: { write: false },
+          plugins: [
+            testEntry(`
+                            import Image from "./exif-orientation-3.jpg?rotate=90&format=png"
+                            window.__IMAGE__ = Image
+                        `),
+            imagetools({
+              experimental: { preserveInitialOrientation: true }
+            })
+          ]
+        })) as RollupOutput | RollupOutput[]
+
+        const files = getFiles(bundle, '**.png') as OutputAsset[]
+        expect(files[0].source).toMatchImageSnapshot()
+      })
+
+      test('false retains old behavior', async () => {
+        const bundle = (await build({
+          root: join(__dirname, '__fixtures__'),
+          logLevel: 'warn',
+          build: { write: false },
+          plugins: [
+            testEntry(`
+                            import Image from "./exif-orientation-3.jpg?rotate=90&format=png"
+                            window.__IMAGE__ = Image
+                        `),
+            imagetools({
+              experimental: { preserveInitialOrientation: false }
+            })
+          ]
+        })) as RollupOutput | RollupOutput[]
+
+        const files = getFiles(bundle, '**.png') as OutputAsset[]
+        expect(files[0].source).toMatchImageSnapshot()
+      })
+    })
+
     describe('resolveConfigs', () => {
       test('can be used to generate multiple images (presets)', async () => {
         const bundle = (await build({
diff --git a/packages/vite/src/index.ts b/packages/vite/src/index.ts
index f033f115..b6d3fd68 100644
--- a/packages/vite/src/index.ts
+++ b/packages/vite/src/index.ts
@@ -150,7 +150,10 @@ export function imagetools(userOptions: Partial<VitePluginOptions> = {}): Plugin
             metadata.format = 'avif'
         } else {
           const { transforms } = generateTransforms(config, transformFactories, srcURL.searchParams, logger)
-          const res = await applyTransforms(transforms, img, pluginOptions.removeMetadata)
+          const res = await applyTransforms(transforms, img, {
+            removeMetadata: pluginOptions.removeMetadata,
+            experimental: { preserveInitialOrientation: pluginOptions.experimental?.preserveInitialOrientation }
+          })
           metadata = res.metadata
           if (cacheOptions.enabled) {
             await writeFile(`${cacheOptions.dir}/${id}`, await res.image.toBuffer())
diff --git a/packages/vite/src/types.ts b/packages/vite/src/types.ts
index 7270e248..a356e0c7 100644
--- a/packages/vite/src/types.ts
+++ b/packages/vite/src/types.ts
@@ -95,6 +95,22 @@ export interface VitePluginOptions {
    * Whether to cache transformed images and options for caching.
    */
   cache?: CacheOptions
+
+  /**
+   * These features are not guaranteed to work exactly the same, or even be
+   * present between minor versions.
+   */
+  experimental?: {
+    /**
+     * Sharp's handling of image orientation probably does not match the
+     * expectations of users of imagetools. Enabling this option tries tp preserve
+     * the expectation that an image's transformations are applied on top of the
+     * initial orientation of the image, whether baked into the pixels or
+     * described in the EXIF data.
+     * @default false
+     */
+    preserveInitialOrientation?: boolean
+  }
 }
 
 export interface CacheOptions {